Second visit. Same tiny tiny tiny horribly designed galley-style room. Same non-upgrade, only this time we learned of a colleague who was given a suite because her partner is a travel agent. This was "our" suite. Oh, and this time, the breakfast we enjoyed last time would be an extra $17 per person above Diamond inclusions.
Aloha, Wailea. We gave you two chances (work brings us to the area, but the accoms are our choice) and you have shown zero interest in honoring the Diamond program here. Keep your tiny rooms. We prefer the Big Island anyway for leisure.

ETA: Holy S$#! I just read the Duke's report above and am now fuming mad. Not only wasn;t our suite request honored, but we arrived after 3pm and were still told to cool our heels for an hour while they readied the room, apparently the same weekend you were there. Wow, I'm caling Diamond in the morning. Thanks for demonstrating the absolute farce that is the Diamond program which works for some and clearly not for others. This makes my pending decision to switch loyalty to Marriott for their Autograph Collection oh so much easier. Just wow.